Glamping near Winchester

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Welcome to Hipcamp, your go-to website for all things camping! If you're looking for a glamping experience near Winchester, Kentucky, you're in luck. We have over 670 options available specifically for glamping in that area. From luxurious yurts to cozy cabins, you'll find the perfect accommodation to suit your needs. Looking for top-rated campsites? Check out The Viking Longhall (257 reviews), Patrick's Point River Camp (263 reviews), and Clayton Geneva Memorial Camp Ground (197 reviews). With popular amenities like cooking equipment, potable water, and showers, you'll have all the comforts of home. And if you're up for some outdoor adventure, you can enjoy activities such as boating, snow sports, and wildlife watching. With an average price per night of $24 and options as low as $12, you'll find a glamping experience that fits your budget. Happy camping!

97% (801) 83 campsites

Top-rated glamping sites near Winchester

Two Mile Glamping

1. Two Mile Glamping

97%
(288)
3.1mi from Winchester · 9 sites · Tents, RVs, Lodging
My husband, Jason and I would love to host you on our farm in Winchester Ky! We have 4 themed campers and 1 primitive tent site. Two things we can promise are inexpensive prices and a unique experience! Come visit the home of Kentucky’s soft drink-ALE81! Only 35 miles from Natural Bridge/Red River Gorge, 25 miles to Buc-ee’s, and 12 miles to Fort Boonesborough State Park.
Pets
Toilets
Showers
from 
$12
 / night
The Honey Hut

2. The Honey Hut

100%
(59)
8.9mi from Winchester · 2 sites
This is a small honey bee farm . Cabin is between ten acres of windflowers and our 5 acre pond. You may see deer, otters, turkey, or even a bald eagle we saw once. Pets are welcome but you must select the optional per pet / per day fee under extras . This money goes to the cleaning lady .
Pets
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from 
$162
 / night
Queenslake - Classic KY Horse Farm

3. Queenslake - Classic KY Horse Farm

93%
(44)
29mi from Winchester · 14 sites · Tents, RVs, Lodging
A long time ago, in a land far away, there lived a beautiful princess who dreamed of a spacious and beautiful farm. She fancied horses running playfully in the pastures; plenty of goats, geese, chickens, dogs, and cats roaming freely. She saw herself sitting beside a large lake under a willow tree, sipping tea or lemonade every afternoon just before her nap. Then one day, a prince came along and said, "As You Wish." Queenslake is a 140 acre working horse farm with a 40 acre fishing lake with three barns and 30 horse pastures. Trails are located around the lake and through the forest for hiking, jogging, biking, ATV, horses. Great scenery. Awesome sunrises/sunsets.
Pets
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from 
$72
 / night
Daniel Boone National Forest

4. Daniel Boone National Forest

97%
(33)
National forest 76mi from Winchester · 619 sites
Waterfalls, arches, lakes, hiking—This massive national forest has all the recreation you could want
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HomeGrown HideAways

5. HomeGrown HideAways

100%
(85)
30mi from Winchester · 16 sites · Tents, RVs, Lodging
HomeGrown HideAways is a farm, lodging, and event facility nestled in a hundred-acre holler in the Appalachian foothills near Berea, Ky. Our lodging features treehouses, yurts, a bunkhouse, retro camper, water/electric hook-ups, and campsites. We also host weddings, retreats, and other events so advance reservations are required. For insurance purposes and the safety of our own livestock and pets, we do not allow guests to bring their pets/ESAs onto the property. Prepare to UNPLUG as we do not have cell service or wifi (there IS a landline for guests to make phone calls located in the Community Farmhouse). All guests from tent to treehouse have access to our solar-powered Community Farmhouse featuring a fully-stocked chef-inspired kitchen, restrooms, coin-op laundry, and upstairs multi-purpose room with a library and board games. There is also an outdoor kitchen area with additional cooking space including a grill, microwave, and sink (sink is closed in the winter so the pipes don’t freeze). Next to the Farmhouse is a massive pavilion with picnic tables for al fresco dining and firewood bundles to purchase. BRING CASH! Our seasonal bath house is generally open from April or May to October or November based on the prevailing temps. There are 4 flush toilets, 2 sinks, and 2 hot showers. The floors are concrete so we recommend shower shoes and you'll want to bring your own towels and shampoo/soap. The farm has a small playground, yard games, creeks, and a steep and rugged hiking trail that loops the mountain. We're also just 8 miles from the hiking trails at the Berea College Pinnacles, 8 miles to Owsley Fork Reservoir, 20 minutes to Anglin Falls, 12 miles to Berea, 35 minutes to Richmond, Ky, and a scenic hour to Red River Gorge. For other activities, restaurants, shopping, music, and more, we're happy to share our favorites, but highly recommend checking out the Berea Tourism website.
Toilets
Showers
Campfires
from 
$32
 / night
Shasta Valley

6. Shasta Valley

96%
(58)
35mi from Winchester · 8 sites · Tents, RVs, Lodging
The idea of Shasta Valley came to us through years of traveling in developing countries and falling in love with communal living and camping culture. We are excited to build or dream and share it with you! Learn more about this land: We are nestled between cave run lake and the north entrance of Red River Gorge off the beaten path. Enjoy 20 Acres of private forest, creeks, waterfalls, and a giant open hill top great for larger groups. We have hilltop car camping and tent camping on a 3 acre field surrounded by forest. Bring your tents, van, overlanders and small campers (pulled with a 4wd) to Shasta Valley! Hiking: 1.5 Miles to Sheltowee Trace Trail 6 Minutes to Broke Leg Fall 10 Minute to Devils Market House Arch 20 Minutes to Jump Rock, Indian Staircase, Gladie Welcome Center and all the other highlights of the north side of the gorge!
Pets
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from 
$26
 / night
Boone Valley Campground

7. Boone Valley Campground

96%
(139)
36mi from Winchester · 50 sites · Tents, RVs, Lodging
Boone Valley Campground is a family owned and operated business that offers 30 acres of primitive, RV, and Van camping. Conveniently located only 1 mile away from the Pendergrass Murray Recreational Preserve, 7 miles from the Miller Fork Recreational Preserve, and 15 miles from the Natural Bridge State Resort Park and Red River Gorge Area. Boone Valley is perfect for outdoor adventurers and families who want to spend and enjoyable weekend in nature. Ask us about guided OHV Tours in the area! We offer guided tours! New! 2 Nights camping at Buckhorn Lake State Park. Including Pontoon Guide all day. Price is $300 for 2 people. Max group allowed is 6. Offer available from July - September. Concessions Truck on the property! Enjoy local events! Boone Valley is located 5 miles from downtown Beattyville, KY. Camp with us on weekends of local festivals such as the Bourbon and Moonshine Festival and the Woolly Worm Festival. Onsite enjoy weekend live music, bonfires, and home cooking from the Boone Valley Kitchen.
Pets
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from 
$20
 / night
Trace Space KY

8. Trace Space KY

100%
(20)
39mi from Winchester · 1 site
Ready to share your passion for an eco-friendly tiny camping cabin near Cave Run Lake and the Red River Gorge with someone who shares your love of sustainability and nature, too? This transforming aframe cabin is perfect for nature lovers, campers, and eco-conscious explorers eager to learn, see, and stay, leaving a wildlife-friendly footprint. The tiny cabin is a unique transforming A-frame camping cabin that occupies a compact area, certified by the National Wildlife Federation as a wildlife habitat yard and recognized as a certified garden and monarch waystation through monarchwatch.org. TSKY is located 3 miles from Long Bow boat dock on Cave Run Lake, 10 minutes from the Sheltowee Trace National Recreational Trail, and 18 miles from the adventures in the Red River Gorge. Outdoor seekers and enthusiasts will appreciate the nature trails, the lake's pristine waters, and the opportunity to explore the Daniel Boone National Forest or to simply rest and unplug. There are short hikes within a 20-minute drive, each offering its own unique discovery: arches, an overlook, a cave, and a 60-foot waterfall nestled within a small scenic canyon. With so much natural beauty to explore, your stay at our A-frame camping cabin is a perfect base place to Embrace Nature's Pace.
Toilets
Campfires
Wifi
from 
$52
 / night
Whimsical Treehouses and Trails!!

9. Whimsical Treehouses and Trails!!

100%
(31)
44mi from Winchester · 6 sites
EarthJOY Village is a magical, family- and nature‑oriented retreat nestled on a 285-acre privately fenced farm in Brooksville, KY (near Germantown), combining whimsical tree‑house stays, forest adventure, and event space. Here's a picturesque snapshot of what makes it unique: --- 🏡 Unique Accommodations Pete Treehouse – Designed by tree‑house expert Pete Nelson (of The Kentucky Climber’s Cottage fame), this original cabin features a hammock lounge, a cozy loft with a king bed and hammocks, an indoor movie theatre, and rustic charm. Sleeps up to 6 (2 adults + kids). Aliyah Treehouse – Built in 2016, it's the tallest treehouse on the property. Highlights include a living‑room tree, swinging bridge, interior/exterior swings, and hammocks. Perfect for families with older children; sleeps up to 6. Hickory Treehouse – Crafted by local artisans from family‑inspired carpentry, it’s designed for younger kids and features slides, swings, a slack‑line, climbing nets/walls, and hammocks. Sleeps up to 6. Love Bus “Schoolie” Skoolie – A quirky, converted school‑bus lodging with hot tub, outdoor movie theatre setup, fridge and simple amenities. A cozy retreat for couples or small families. Sleeps 2 adults + 2 kids. --- 🌲 Trails & Outdoor Adventure Twenty‑plus miles of themed trails wind through forests, creeks, ponds, and features like hobbit‑houses, heart trails, cabins and hidden spots. Great for hiking, biking, creek‑walking, and exploration. Guided tree‑climbing sessions led by professionals add excitement—climb into the canopy safely while learning about nature. --- ⚙️ Amenities & Facilities Composting toilets near each treehouse (5-second walk); private bathroom/shower about 3–5 minutes away next to the farmhouse. Electricity is provided for lights, phone charging, and coffee maker, but there's no Wi‑Fi—cell service (Verizon/AT&T) generally works well. Kitchenettes come with mini‑fridge, stove, basic cookware, dishes, coffee maker, and freshwater tanks/refill station. Pet‑friendly environment (up to 2 dogs per stay, $50 fee each).
Pets
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from 
$127
 / night
Terrapin Hill Farm

10. Terrapin Hill Farm

100%
(44)
47mi from Winchester · 19 sites · Tents, RVs, Lodging
The land that is now Terrapin Hill Farm has been a gathering place over the ages, and we have continued the tradition with music festivals, yoga retreats, weddings, and other celebrations. We believe that getting out in Nature... by camping, hiking, gazing at a campfire or at starry skies... is not only beneficial but necessary to our mental health. That's why we want to share our little slice of heaven with others.
Pets
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from 
$30
 / night
Possum Ridge Ranch

11. Possum Ridge Ranch

100%
(116)
48mi from Winchester · 18 sites · Tents, RVs, Lodging
Our remote 375 acres part farm and part natural woodland nestled up to Daniel Boone Forest is ideal for hikers and nature lovers. There are several hiking trails onsite and plenty of woods to explore. ATVs or side by sides are welcome to be used on the main gravel roads and some designated areas of our property. There is plenty of wildlife but NO hunting is allowed. Some of our designated tent sites do have firepits and/or picnic tables. Our trek in sites do not have those options. Pets are welcome for $10 per pet/per booking and they do need to be leashed/under control at all times. This is an extra so please be sure to add that if you plan to bring your pet. Please pick up after them. We are a short driving distance from West Liberty, Cave Run Lake, Grayson Lake, Carter Caves, Morehead, Natural Bridge and Red River Gorge. We are approximately 20 minutes from the nearest store so you'll want to come prepared. We are located in West Liberty (Morgan County). There are 2 centrally located bathhouses with toilet, shower and sink and a hose for potable water. We have firewood for sale for $20 per stay and is an extra option when booking(use what you need during your stay and it is centrally located near bath houses) you can bring your own and you are welcome to gather from the surrounding area but please do not cut down any living trees/limbs. There is a centrally located community building with a Wifi hotspot, streaming TV, Keurig, microwave, fridge/freezer, toaster/air fryer, swing set, foosball table and darts.
Pets
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from 
$25
 / night
Backwoods Hideaway

12. Backwoods Hideaway

100%
(29)
49mi from Winchester · 1 site
This is a camping cabin, in the middle of the Daniel Boone National Forest. We are about 85 acres, surrounded by hundreds of acres of national Forest. We are located about 2 minutes from the Sheltowee Trail, and approximately 30 minutes away from Cave Run Lake, and about 30 minutes from Carter Caves State Park. This is a cabin with comfort. You can camp and also enjoy nature. The cabin is off grid, but has a generator for heat and Air conditioning. The outside toilet is close to the cabin and has a "Wash up" area. There is also an outdoor shower on the property just a short walk away, that features hot water. Everything you need to enjoy camping and hiking with a bit of comfort!
Pets
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from 
$60
 / night
Stoner View Farm

13. Stoner View Farm

10mi from Winchester · 1 site
Our place is close to Paris, Mt. Sterling, Winchester and Lexington. . You’ll love our place because of its scenic views, privacy and seclusion. It sits on a 10 acre farm back off a country road that backs up to Stoner Creek! Our place is good for couples, solo adventurers, business travelers, and families (with kids).
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from 
$95
 / night
Overlook Farm Camping

14. Overlook Farm Camping

100%
(3)
13mi from Winchester · 3 sites · Tents, RVs, Lodging
Enjoy the views and peace and quiet of the countryside. Hike or ride your horse over 300 acres of wooded trails through the gently rolling hills and along the creek. Fish our fully stocked pond, or take a 30 minute drive to explore the Red River Gorge. With full access to our six stall barn and training ring your horse will be as comfortable as you are as you sit around the fire at night enjoying the stars. Firewood, grain and hay is available for purchase.
Pets
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from 
$30
 / night
Red River Rewind- Hey Jude

15. Red River Rewind- Hey Jude

100%
(8)
22mi from Winchester · 2 sites
Red River Rewind is a small glamping community that is themed off of the owner’s passion for different genre music, vintage, antique history and memorabilia. Currently still a work in progress, we offer a customized bell tent which sits on a 20 x 30 platform deck, with a customized, insulated, fully functioning outhouse which has a shower, commode, and sink that allows endless hot water. “Elvira” is our cozy small cabin. Both have electricity, and water, and full bathroom accessibility at their own site. “Hey Jude” also offers a small wood burning stove to accommodate for cooler temperatures with an Eden pure heater, and fans for warmer weather days, and mobile AC. ELVIRA has a window AC unit and heating with small unit. The customized fully furnished bathroom just steps away from the tent, offers endless hot water. There is also a water spicket just a few steps away from the deck. Note that should the wood stove want to be used, guests need to supply their own SMALL pieces of wood as it is a miniature fireplace. The cabin will be designed with a mini split heating and air system, in the future. WiFi is not currently available though an amenity that is upcoming in the very near future, fiber internet being installed mid July 2025. Cell phone access is good in our area typically. Red River Rewind has common shared amenities to include: a 3/4 acre fully stocked pond which is available for simply viewing its beauty as the fountain flows, or catch and release fishing as seasonally available, many family and friend oriented activities to choose from to check out and return such as cornhole, large checkers, and many more. As time and weather permits, we plan to expand with really neat projects and extras in upcoming months, and would love to have visitors passing through our beautiful area who need or want a place to stay or locals who just want a little change of scenery. We are simple, ordinary people who just want to share some of the things we love about life with others. On a clear note, there are beautiful images of the stars here. You will also have accessibility to a telescope.
Pets
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from 
$130
 / night
Punkin Hollow Resort

16. Punkin Hollow Resort

93%
(7)
25mi from Winchester · 6 sites
Welcome to the enchanting world of Glamping at Punkin Hollow Resort! Our stunning property boasts five cozy private A-Frame cabins, each designed to provide a unique and immersive experience. Nestled on 340 acres of breathtaking landscape, Glamping offers a perfect blend of luxury and nature. Our shared clubhouse, equipped with two bathrooms and a well-appointed kitchen, serves as a communal space for our guests to unwind and connect. The beauty of Glamping extends beyond your cabin, as our property features winding trails, serene ponds, and babbling creeks, providing an idyllic backdrop for your escape. Situated at the entrance to the Daniel Boone Backcountry Byway, Glamping is seamlessly connected to thousands of remote acres, offering over a mile of private frontage. Despite our proximity to the Red River Gorge's vibrant activities, restaurants, and trails, you'll relish the sense of seclusion and tranquility that our retreat provides. Immerse yourself in the serenity of nature while enjoying all the modern amenities. Experience the best of both worlds, where comfort meets adventure, at Glamping @ Punkin Hollow Resort. Only a short 15-minute drive transports you from the peaceful oasis of our resort to the lively excitement of the Red River Gorge.
Pets
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from 
$99
 / night
Red River Gorge Glamping Resort

17. Red River Gorge Glamping Resort

89%
(23)
27mi from Winchester · 15 sites · RVs, Lodging
Welcome to Red River Gorge Glamping Resort, a boutique woodland retreat tucked into 13 acres of forest, meadows, and starlit sky in the Appalachian foothills. Designed for slow mornings, campfire nights, and meaningful connection, our property blends rustic charm with thoughtful comforts across canvas bell tents, cozy cabins, and RV-friendly sites. Wake up to birdsong drifting through the trees, sip coffee while mist rises from the hills, and wander the network of footpaths that connect each lodging to the communal fire pit, outdoor gathering meadow, and our modern bathhouse with hot showers and clean restrooms. A brand-new shared hot tub sits in the center of the meadow—perfect for warming up after a winter hike or unwinding under a canopy of stars. Every space is crafted to feel inviting and soulful: warm lighting, soft bedding, rugs underfoot, heaters and electric blankets in the tents, and special touches like complimentary s’mores kits for campfire nights. Cabins offer added privacy, wooded decks, lofted sleeping spaces, and peaceful views of the surrounding hills and horse pastures. Located just 25 minutes from Natural Bridge State Park and minutes from iconic Red River Gorge trails, climbing crags, and scenic overlooks, this is an ideal basecamp for adventure—whether you’re here to hike, climb, explore, meditate, write, or simply breathe. At night, gather under the stars, soak in the hot tub, or settle into the quiet stillness that defines life in the Gorge. In the morning, wander to our open meadow for sunrise views, stretch out with yoga, or stroll the property’s paths with a cup of something warm. We are a work in progress—intentionally. New features, artistic touches, and community spaces are always unfolding as we slowly shape this land into a woodland sanctuary for travelers, dreamers, families, and nature lovers alike. Come reconnect with yourself, with each other, and with the natural world. Your spot by the fire is waiting.
Pets
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from 
$53
 / night
Sticky Wicket Farms

18. Sticky Wicket Farms

100%
(8)
31mi from Winchester · 2 sites · Tents, RVs, Lodging
South of Lexington, in the heart of the Bluegrass, our little farm is making a big impact on our community. We raise chickens for eggs and meat, sheep for lamb meat, occasionally turkeys and a wide variety of produce and berries, along with bees for honey. Our peacocks are here for pure pleasure, but we do pick up feathers and design crafts with them from time to time. Whether we're planting seeds, gathering eggs, or rounding up sheep, there's always something happening on the farm. Close by there's lots to do: golfing, fishing, boating, hiking, birding or touring the bourbon trail.
Pets
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from 
$50
 / night
Nicura Ranch

19. Nicura Ranch

100%
(1)
32mi from Winchester · 5 sites
Are you dreaming of the perfect farm stay? Come stay and experience Nicura Ranch, a private farm located only 1.5 miles from I-75. Accommodations include private guest suites adjacent to the barn. Experience farm life like never before as you lounge on your private patio overlooking the horse pasture or open your interior door directly into the barn to say “hello” to the goats and horses. Forget all your troubles as you relax in the country cottage suite, and hear the animals just outside your door. Our farm is home to over a dozen animals including horses, goats, chickens, and dogs. Guests are welcome to interact with our animals at your comfort level.
Pets
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from 
$229
 / night
Glorie Ridge Cabins

20. Glorie Ridge Cabins

100%
(1)
33mi from Winchester · 4 sites
Our Unique Cabins have a style all in its own. We offer place to escape from the everyday hustle and relax with your friends and family while surrounded by nature. Come as guests and leave as friends. We are located 2.5 miles from Hollywood Off Road Park. We are also within minutes of Natural Bridge State Park, and the Red River Gorge geological area. There are many ways to enjoy your time, from Ziplining, The Gorge Underground (an awesome way to explore an old mining tunnel in a kayak) Hiking, and Off roading. If Great food is in you interest, we have you covered there as well, Red Point BBQ, The Rock House, and world-renowned Miguel's Pizza.
Pets
Toilets
Showers
from 
$150
 / night

Welcome to Hipcamp, your go-to website for all things camping! If you're looking for a glamping experience near Winchester, Kentucky, you're in luck. We have over 670 options available specifically for glamping in that area. From luxurious yurts to cozy cabins, you'll find the perfect accommodation to suit your needs. Looking for top-rated campsites? Check out The Viking Longhall (257 reviews), Patrick's Point River Camp (263 reviews), and Clayton Geneva Memorial Camp Ground (197 reviews). With popular amenities like cooking equipment, potable water, and showers, you'll have all the comforts of home. And if you're up for some outdoor adventure, you can enjoy activities such as boating, snow sports, and wildlife watching. With an average price per night of $24 and options as low as $12, you'll find a glamping experience that fits your budget. Happy camping!

97% (801) 83 campsites

Top-rated glamping sites near Winchester

Two Mile Glamping

1. Two Mile Glamping

97%
(288)
3.1mi from Winchester · 9 sites · Tents, RVs, Lodging
My husband, Jason and I would love to host you on our farm in Winchester Ky! We have 4 themed campers and 1 primitive tent site. Two things we can promise are inexpensive prices and a unique experience! Come visit the home of Kentucky’s soft drink-ALE81! Only 35 miles from Natural Bridge/Red River Gorge, 25 miles to Buc-ee’s, and 12 miles to Fort Boonesborough State Park.
Pets
Toilets
Showers
from 
$12
 / night
The Honey Hut

2. The Honey Hut

100%
(59)
8.9mi from Winchester · 2 sites
This is a small honey bee farm . Cabin is between ten acres of windflowers and our 5 acre pond. You may see deer, otters, turkey, or even a bald eagle we saw once. Pets are welcome but you must select the optional per pet / per day fee under extras . This money goes to the cleaning lady .
Pets
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from 
$162
 / night
Queenslake - Classic KY Horse Farm

3. Queenslake - Classic KY Horse Farm

93%
(44)
29mi from Winchester · 14 sites · Tents, RVs, Lodging
A long time ago, in a land far away, there lived a beautiful princess who dreamed of a spacious and beautiful farm. She fancied horses running playfully in the pastures; plenty of goats, geese, chickens, dogs, and cats roaming freely. She saw herself sitting beside a large lake under a willow tree, sipping tea or lemonade every afternoon just before her nap. Then one day, a prince came along and said, "As You Wish." Queenslake is a 140 acre working horse farm with a 40 acre fishing lake with three barns and 30 horse pastures. Trails are located around the lake and through the forest for hiking, jogging, biking, ATV, horses. Great scenery. Awesome sunrises/sunsets.
Pets
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Showers
from 
$72
 / night
Daniel Boone National Forest

4. Daniel Boone National Forest

97%
(33)
National forest 76mi from Winchester · 619 sites
Waterfalls, arches, lakes, hiking—This massive national forest has all the recreation you could want
Pets
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HomeGrown HideAways

5. HomeGrown HideAways

100%
(85)
30mi from Winchester · 16 sites · Tents, RVs, Lodging
HomeGrown HideAways is a farm, lodging, and event facility nestled in a hundred-acre holler in the Appalachian foothills near Berea, Ky. Our lodging features treehouses, yurts, a bunkhouse, retro camper, water/electric hook-ups, and campsites. We also host weddings, retreats, and other events so advance reservations are required. For insurance purposes and the safety of our own livestock and pets, we do not allow guests to bring their pets/ESAs onto the property. Prepare to UNPLUG as we do not have cell service or wifi (there IS a landline for guests to make phone calls located in the Community Farmhouse). All guests from tent to treehouse have access to our solar-powered Community Farmhouse featuring a fully-stocked chef-inspired kitchen, restrooms, coin-op laundry, and upstairs multi-purpose room with a library and board games. There is also an outdoor kitchen area with additional cooking space including a grill, microwave, and sink (sink is closed in the winter so the pipes don’t freeze). Next to the Farmhouse is a massive pavilion with picnic tables for al fresco dining and firewood bundles to purchase. BRING CASH! Our seasonal bath house is generally open from April or May to October or November based on the prevailing temps. There are 4 flush toilets, 2 sinks, and 2 hot showers. The floors are concrete so we recommend shower shoes and you'll want to bring your own towels and shampoo/soap. The farm has a small playground, yard games, creeks, and a steep and rugged hiking trail that loops the mountain. We're also just 8 miles from the hiking trails at the Berea College Pinnacles, 8 miles to Owsley Fork Reservoir, 20 minutes to Anglin Falls, 12 miles to Berea, 35 minutes to Richmond, Ky, and a scenic hour to Red River Gorge. For other activities, restaurants, shopping, music, and more, we're happy to share our favorites, but highly recommend checking out the Berea Tourism website.
Toilets
Showers
Campfires
from 
$32
 / night
Shasta Valley

6. Shasta Valley

96%
(58)
35mi from Winchester · 8 sites · Tents, RVs, Lodging
The idea of Shasta Valley came to us through years of traveling in developing countries and falling in love with communal living and camping culture. We are excited to build or dream and share it with you! Learn more about this land: We are nestled between cave run lake and the north entrance of Red River Gorge off the beaten path. Enjoy 20 Acres of private forest, creeks, waterfalls, and a giant open hill top great for larger groups. We have hilltop car camping and tent camping on a 3 acre field surrounded by forest. Bring your tents, van, overlanders and small campers (pulled with a 4wd) to Shasta Valley! Hiking: 1.5 Miles to Sheltowee Trace Trail 6 Minutes to Broke Leg Fall 10 Minute to Devils Market House Arch 20 Minutes to Jump Rock, Indian Staircase, Gladie Welcome Center and all the other highlights of the north side of the gorge!
Pets
Toilets
Showers
from 
$26
 / night
Boone Valley Campground

7. Boone Valley Campground

96%
(139)
36mi from Winchester · 50 sites · Tents, RVs, Lodging
Boone Valley Campground is a family owned and operated business that offers 30 acres of primitive, RV, and Van camping. Conveniently located only 1 mile away from the Pendergrass Murray Recreational Preserve, 7 miles from the Miller Fork Recreational Preserve, and 15 miles from the Natural Bridge State Resort Park and Red River Gorge Area. Boone Valley is perfect for outdoor adventurers and families who want to spend and enjoyable weekend in nature. Ask us about guided OHV Tours in the area! We offer guided tours! New! 2 Nights camping at Buckhorn Lake State Park. Including Pontoon Guide all day. Price is $300 for 2 people. Max group allowed is 6. Offer available from July - September. Concessions Truck on the property! Enjoy local events! Boone Valley is located 5 miles from downtown Beattyville, KY. Camp with us on weekends of local festivals such as the Bourbon and Moonshine Festival and the Woolly Worm Festival. Onsite enjoy weekend live music, bonfires, and home cooking from the Boone Valley Kitchen.
Pets
Toilets
Showers
from 
$20
 / night
Trace Space KY

8. Trace Space KY

100%
(20)
39mi from Winchester · 1 site
Ready to share your passion for an eco-friendly tiny camping cabin near Cave Run Lake and the Red River Gorge with someone who shares your love of sustainability and nature, too? This transforming aframe cabin is perfect for nature lovers, campers, and eco-conscious explorers eager to learn, see, and stay, leaving a wildlife-friendly footprint. The tiny cabin is a unique transforming A-frame camping cabin that occupies a compact area, certified by the National Wildlife Federation as a wildlife habitat yard and recognized as a certified garden and monarch waystation through monarchwatch.org. TSKY is located 3 miles from Long Bow boat dock on Cave Run Lake, 10 minutes from the Sheltowee Trace National Recreational Trail, and 18 miles from the adventures in the Red River Gorge. Outdoor seekers and enthusiasts will appreciate the nature trails, the lake's pristine waters, and the opportunity to explore the Daniel Boone National Forest or to simply rest and unplug. There are short hikes within a 20-minute drive, each offering its own unique discovery: arches, an overlook, a cave, and a 60-foot waterfall nestled within a small scenic canyon. With so much natural beauty to explore, your stay at our A-frame camping cabin is a perfect base place to Embrace Nature's Pace.
Toilets
Campfires
Wifi
from 
$52
 / night
Whimsical Treehouses and Trails!!

9. Whimsical Treehouses and Trails!!

100%
(31)
44mi from Winchester · 6 sites
EarthJOY Village is a magical, family- and nature‑oriented retreat nestled on a 285-acre privately fenced farm in Brooksville, KY (near Germantown), combining whimsical tree‑house stays, forest adventure, and event space. Here's a picturesque snapshot of what makes it unique: --- 🏡 Unique Accommodations Pete Treehouse – Designed by tree‑house expert Pete Nelson (of The Kentucky Climber’s Cottage fame), this original cabin features a hammock lounge, a cozy loft with a king bed and hammocks, an indoor movie theatre, and rustic charm. Sleeps up to 6 (2 adults + kids). Aliyah Treehouse – Built in 2016, it's the tallest treehouse on the property. Highlights include a living‑room tree, swinging bridge, interior/exterior swings, and hammocks. Perfect for families with older children; sleeps up to 6. Hickory Treehouse – Crafted by local artisans from family‑inspired carpentry, it’s designed for younger kids and features slides, swings, a slack‑line, climbing nets/walls, and hammocks. Sleeps up to 6. Love Bus “Schoolie” Skoolie – A quirky, converted school‑bus lodging with hot tub, outdoor movie theatre setup, fridge and simple amenities. A cozy retreat for couples or small families. Sleeps 2 adults + 2 kids. --- 🌲 Trails & Outdoor Adventure Twenty‑plus miles of themed trails wind through forests, creeks, ponds, and features like hobbit‑houses, heart trails, cabins and hidden spots. Great for hiking, biking, creek‑walking, and exploration. Guided tree‑climbing sessions led by professionals add excitement—climb into the canopy safely while learning about nature. --- ⚙️ Amenities & Facilities Composting toilets near each treehouse (5-second walk); private bathroom/shower about 3–5 minutes away next to the farmhouse. Electricity is provided for lights, phone charging, and coffee maker, but there's no Wi‑Fi—cell service (Verizon/AT&T) generally works well. Kitchenettes come with mini‑fridge, stove, basic cookware, dishes, coffee maker, and freshwater tanks/refill station. Pet‑friendly environment (up to 2 dogs per stay, $50 fee each).
Pets
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Showers
from 
$127
 / night
Terrapin Hill Farm

10. Terrapin Hill Farm

100%
(44)
47mi from Winchester · 19 sites · Tents, RVs, Lodging
The land that is now Terrapin Hill Farm has been a gathering place over the ages, and we have continued the tradition with music festivals, yoga retreats, weddings, and other celebrations. We believe that getting out in Nature... by camping, hiking, gazing at a campfire or at starry skies... is not only beneficial but necessary to our mental health. That's why we want to share our little slice of heaven with others.
Pets
Toilets
Showers
from 
$30
 / night
Possum Ridge Ranch

11. Possum Ridge Ranch

100%
(116)
48mi from Winchester · 18 sites · Tents, RVs, Lodging
Our remote 375 acres part farm and part natural woodland nestled up to Daniel Boone Forest is ideal for hikers and nature lovers. There are several hiking trails onsite and plenty of woods to explore. ATVs or side by sides are welcome to be used on the main gravel roads and some designated areas of our property. There is plenty of wildlife but NO hunting is allowed. Some of our designated tent sites do have firepits and/or picnic tables. Our trek in sites do not have those options. Pets are welcome for $10 per pet/per booking and they do need to be leashed/under control at all times. This is an extra so please be sure to add that if you plan to bring your pet. Please pick up after them. We are a short driving distance from West Liberty, Cave Run Lake, Grayson Lake, Carter Caves, Morehead, Natural Bridge and Red River Gorge. We are approximately 20 minutes from the nearest store so you'll want to come prepared. We are located in West Liberty (Morgan County). There are 2 centrally located bathhouses with toilet, shower and sink and a hose for potable water. We have firewood for sale for $20 per stay and is an extra option when booking(use what you need during your stay and it is centrally located near bath houses) you can bring your own and you are welcome to gather from the surrounding area but please do not cut down any living trees/limbs. There is a centrally located community building with a Wifi hotspot, streaming TV, Keurig, microwave, fridge/freezer, toaster/air fryer, swing set, foosball table and darts.
Pets
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Showers
from 
$25
 / night
Backwoods Hideaway

12. Backwoods Hideaway

100%
(29)
49mi from Winchester · 1 site
This is a camping cabin, in the middle of the Daniel Boone National Forest. We are about 85 acres, surrounded by hundreds of acres of national Forest. We are located about 2 minutes from the Sheltowee Trail, and approximately 30 minutes away from Cave Run Lake, and about 30 minutes from Carter Caves State Park. This is a cabin with comfort. You can camp and also enjoy nature. The cabin is off grid, but has a generator for heat and Air conditioning. The outside toilet is close to the cabin and has a "Wash up" area. There is also an outdoor shower on the property just a short walk away, that features hot water. Everything you need to enjoy camping and hiking with a bit of comfort!
Pets
Toilets
Showers
from 
$60
 / night
Stoner View Farm

13. Stoner View Farm

10mi from Winchester · 1 site
Our place is close to Paris, Mt. Sterling, Winchester and Lexington. . You’ll love our place because of its scenic views, privacy and seclusion. It sits on a 10 acre farm back off a country road that backs up to Stoner Creek! Our place is good for couples, solo adventurers, business travelers, and families (with kids).
Toilets
Showers
Wifi
from 
$95
 / night
Overlook Farm Camping

14. Overlook Farm Camping

100%
(3)
13mi from Winchester · 3 sites · Tents, RVs, Lodging
Enjoy the views and peace and quiet of the countryside. Hike or ride your horse over 300 acres of wooded trails through the gently rolling hills and along the creek. Fish our fully stocked pond, or take a 30 minute drive to explore the Red River Gorge. With full access to our six stall barn and training ring your horse will be as comfortable as you are as you sit around the fire at night enjoying the stars. Firewood, grain and hay is available for purchase.
Pets
Toilets
Showers
from 
$30
 / night
Red River Rewind- Hey Jude

15. Red River Rewind- Hey Jude

100%
(8)
22mi from Winchester · 2 sites
Red River Rewind is a small glamping community that is themed off of the owner’s passion for different genre music, vintage, antique history and memorabilia. Currently still a work in progress, we offer a customized bell tent which sits on a 20 x 30 platform deck, with a customized, insulated, fully functioning outhouse which has a shower, commode, and sink that allows endless hot water. “Elvira” is our cozy small cabin. Both have electricity, and water, and full bathroom accessibility at their own site. “Hey Jude” also offers a small wood burning stove to accommodate for cooler temperatures with an Eden pure heater, and fans for warmer weather days, and mobile AC. ELVIRA has a window AC unit and heating with small unit. The customized fully furnished bathroom just steps away from the tent, offers endless hot water. There is also a water spicket just a few steps away from the deck. Note that should the wood stove want to be used, guests need to supply their own SMALL pieces of wood as it is a miniature fireplace. The cabin will be designed with a mini split heating and air system, in the future. WiFi is not currently available though an amenity that is upcoming in the very near future, fiber internet being installed mid July 2025. Cell phone access is good in our area typically. Red River Rewind has common shared amenities to include: a 3/4 acre fully stocked pond which is available for simply viewing its beauty as the fountain flows, or catch and release fishing as seasonally available, many family and friend oriented activities to choose from to check out and return such as cornhole, large checkers, and many more. As time and weather permits, we plan to expand with really neat projects and extras in upcoming months, and would love to have visitors passing through our beautiful area who need or want a place to stay or locals who just want a little change of scenery. We are simple, ordinary people who just want to share some of the things we love about life with others. On a clear note, there are beautiful images of the stars here. You will also have accessibility to a telescope.
Pets
Toilets
Showers
from 
$130
 / night
Punkin Hollow Resort

16. Punkin Hollow Resort

93%
(7)
25mi from Winchester · 6 sites
Welcome to the enchanting world of Glamping at Punkin Hollow Resort! Our stunning property boasts five cozy private A-Frame cabins, each designed to provide a unique and immersive experience. Nestled on 340 acres of breathtaking landscape, Glamping offers a perfect blend of luxury and nature. Our shared clubhouse, equipped with two bathrooms and a well-appointed kitchen, serves as a communal space for our guests to unwind and connect. The beauty of Glamping extends beyond your cabin, as our property features winding trails, serene ponds, and babbling creeks, providing an idyllic backdrop for your escape. Situated at the entrance to the Daniel Boone Backcountry Byway, Glamping is seamlessly connected to thousands of remote acres, offering over a mile of private frontage. Despite our proximity to the Red River Gorge's vibrant activities, restaurants, and trails, you'll relish the sense of seclusion and tranquility that our retreat provides. Immerse yourself in the serenity of nature while enjoying all the modern amenities. Experience the best of both worlds, where comfort meets adventure, at Glamping @ Punkin Hollow Resort. Only a short 15-minute drive transports you from the peaceful oasis of our resort to the lively excitement of the Red River Gorge.
Pets
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Showers
from 
$99
 / night
Red River Gorge Glamping Resort

17. Red River Gorge Glamping Resort

89%
(23)
27mi from Winchester · 15 sites · RVs, Lodging
Welcome to Red River Gorge Glamping Resort, a boutique woodland retreat tucked into 13 acres of forest, meadows, and starlit sky in the Appalachian foothills. Designed for slow mornings, campfire nights, and meaningful connection, our property blends rustic charm with thoughtful comforts across canvas bell tents, cozy cabins, and RV-friendly sites. Wake up to birdsong drifting through the trees, sip coffee while mist rises from the hills, and wander the network of footpaths that connect each lodging to the communal fire pit, outdoor gathering meadow, and our modern bathhouse with hot showers and clean restrooms. A brand-new shared hot tub sits in the center of the meadow—perfect for warming up after a winter hike or unwinding under a canopy of stars. Every space is crafted to feel inviting and soulful: warm lighting, soft bedding, rugs underfoot, heaters and electric blankets in the tents, and special touches like complimentary s’mores kits for campfire nights. Cabins offer added privacy, wooded decks, lofted sleeping spaces, and peaceful views of the surrounding hills and horse pastures. Located just 25 minutes from Natural Bridge State Park and minutes from iconic Red River Gorge trails, climbing crags, and scenic overlooks, this is an ideal basecamp for adventure—whether you’re here to hike, climb, explore, meditate, write, or simply breathe. At night, gather under the stars, soak in the hot tub, or settle into the quiet stillness that defines life in the Gorge. In the morning, wander to our open meadow for sunrise views, stretch out with yoga, or stroll the property’s paths with a cup of something warm. We are a work in progress—intentionally. New features, artistic touches, and community spaces are always unfolding as we slowly shape this land into a woodland sanctuary for travelers, dreamers, families, and nature lovers alike. Come reconnect with yourself, with each other, and with the natural world. Your spot by the fire is waiting.
Pets
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Showers
from 
$53
 / night
Sticky Wicket Farms

18. Sticky Wicket Farms

100%
(8)
31mi from Winchester · 2 sites · Tents, RVs, Lodging
South of Lexington, in the heart of the Bluegrass, our little farm is making a big impact on our community. We raise chickens for eggs and meat, sheep for lamb meat, occasionally turkeys and a wide variety of produce and berries, along with bees for honey. Our peacocks are here for pure pleasure, but we do pick up feathers and design crafts with them from time to time. Whether we're planting seeds, gathering eggs, or rounding up sheep, there's always something happening on the farm. Close by there's lots to do: golfing, fishing, boating, hiking, birding or touring the bourbon trail.
Pets
Toilets
Showers
from 
$50
 / night
Nicura Ranch

19. Nicura Ranch

100%
(1)
32mi from Winchester · 5 sites
Are you dreaming of the perfect farm stay? Come stay and experience Nicura Ranch, a private farm located only 1.5 miles from I-75. Accommodations include private guest suites adjacent to the barn. Experience farm life like never before as you lounge on your private patio overlooking the horse pasture or open your interior door directly into the barn to say “hello” to the goats and horses. Forget all your troubles as you relax in the country cottage suite, and hear the animals just outside your door. Our farm is home to over a dozen animals including horses, goats, chickens, and dogs. Guests are welcome to interact with our animals at your comfort level.
Pets
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Showers
from 
$229
 / night
Glorie Ridge Cabins

20. Glorie Ridge Cabins

100%
(1)
33mi from Winchester · 4 sites
Our Unique Cabins have a style all in its own. We offer place to escape from the everyday hustle and relax with your friends and family while surrounded by nature. Come as guests and leave as friends. We are located 2.5 miles from Hollywood Off Road Park. We are also within minutes of Natural Bridge State Park, and the Red River Gorge geological area. There are many ways to enjoy your time, from Ziplining, The Gorge Underground (an awesome way to explore an old mining tunnel in a kayak) Hiking, and Off roading. If Great food is in you interest, we have you covered there as well, Red Point BBQ, The Rock House, and world-renowned Miguel's Pizza.
Pets
Toilets
Showers
from 
$150
 / night

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Happy farmer sitting in a truck in a grassy field
Happy farmer sitting in a truck in a grassy field

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